Sodium triacetoxyborohydride → HCID 12004143, compound

HRID 2241991Notes

Reaction equation

[N:1]1([C:7]2[CH:8]=[CH:9][CH:10]=[C:11]3[C:16]=2[N:15]=[CH:14][CH:13]=[CH:12]3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[N:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][C:25]=2[N:27]2[CH2:32][CH2:31][C:30](=O)[CH2:29][CH2:28]2)[CH:20]=[CH:19][CH:18]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>>[N:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][C:25]=2[N:27]2[CH2:32][CH2:31][CH:30]([N:4]3[CH2:5][CH2:6][N:1]([C:7]4[CH:8]=[CH:9][CH:10]=[C:11]5[C:16]=4[N:15]=[CH:14][CH:13]=[CH:12]5)[CH2:2][CH2:3]3)[CH2:29][CH2:28]2)[CH:20]=[CH:19][CH:18]=1

Participants

Reactant 3

HCID 5049666Sodium triacetoxyborohydride

HCID 118307868-(1-piperazinyl)Quinoline

HCID 592048421-Quinolin-8-yl-piperidin-4-one

Product 1

HCID 12004143HCID 12004143, compound

Procedure

Using the synthetic methods described in previous examples, 8-(piperazin-1-yl)quinoline (Oruz et al., J. Med. Chem. 45:4128 (2002)) and 1-quinolin-8-yl-piperidin-4-one (Example A, Step 5, above) were reacted with sodium triacetoxyborohydride to give the desired product as a light yellow solid; MP. 194-196° C.; MS (ES) m/z (relative intensity) 424 (M+H)+ (100).

Sources & evidence

ORD record: ord-e3b2d89110ff4577a92536ca384ac8d1
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07671056B2

Reaction notes

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